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Bike touring routes & trails

United States

New York

Orange County

Village of Highland Falls

View from Bear Mountain Summit – Perkins Memorial Tower loop from United States Military Academy

Routes

Bike touring routes & trails

United States

New York

Orange County

Village of Highland Falls

View from Bear Mountain Summit – Perkins Memorial Tower loop from United States Military Academy

Hard

4.8

(5443)

6,111

riders

View from Bear Mountain Summit – Perkins Memorial Tower loop from United States Military Academy

02:09

31.3km

500m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: April 21, 2026

Tips

Includes a segment in which cycling is not permitted

After 15.5 km for 94 m

Waypoints

Start point

Parking

Get Directions

1.06 km

Highland Falls

Highlight • Settlement

Highland Falls, once Buttermilk Falls, transformed into a village in Orange County. Officially incorporated in 1906, it boasts a population of 3,684 as of 2020. Recognized for its suburban allure, …

Tip by

6.85 km

Fort Montgomery Ruins

Highlight • Historical Site

An American fort from the Revolutionary War. The British overran the fort (as well as nearby Fort Clinton) and burned it to the ground, but the foundations still survive. In …

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10.4 km

Bear Mountain State Park

Nature Reserve

14.6 km

Bear Mountain Bridge view from Bear Mountain

Highlight • Viewpoint

15.2 km

View of the Hudson River from Bear Mountain

Highlight • Viewpoint

Bear Mountain, located in the Hudson Highlands of southeastern New York, is one of the most notable landmarks on the Appalachian Trail in the state. The AT crosses directly over …

Tip by

15.4 km

View of the Hudson Highlands from Bear Mountain

Highlight • Viewpoint

At its peak, Bear Mountian is just shy of 1,300ft in elevation on a 4.5 mile stretch of beautiful paved road - a tiny mole hill compared to some of …

Tip by

15.5 km

View from Bear Mountain Summit

Highlight • Summit

Long and challenging climb, but definitely worth it

Tip by

15.6 km

On the plateau of Bear Mountain is the Perkins Memorial Tower. At the same time you have a breathtaking view of the New York City skyline and the mountains. In addition, you have a great view of the Hudson River.

Translated by Google •

Tip by

31.3 km

End point

Parking

Way Types & Surfaces

Way Types

23.4 km

7.03 km

619 m

273 m

< 100 m

Surfaces

17.3 km

13.1 km

771 m

194 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (390 m)

Lowest point (30 m)

Weather

Today

Wednesday 20 May

29°C

17°C

75 %

Additional weather tips

Max wind speed: 17.0 km/h

to get more detailed weather forecasts along your route

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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View from Bear Mountain Summit – Perkins Memorial Tower loop from United States Military Academy

Highland Falls

Fort Montgomery Ruins

Bear Mountain Bridge view from Bear Mountain

View of the Hudson River from Bear Mountain

View of the Hudson Highlands from Bear Mountain

View from Bear Mountain Summit

Perkins Memorial Tower

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